Natural Product: NPC471699

Natural Product ID:  NPC471699
Common Name:   Mycoleptone A Tetraacetate
IUPAC Name:   [(7R,8S)-7-acetyloxy-5-[[(7R,8S)-7,8-diacetyloxy-3,7-dimethyl-6-oxo-8H-isochromen-5-yl]methyl]-3,7-dimethyl-6-oxo-8H-isochromen-8-yl] acetate
Synonyms:  
Molecular Formula:   C31H32O12
Standard InCHIKey:  LUVMOIRBZAXQFO-ORYMTKCHSA-N
Standard InCHI:  InChI=1S/C31H32O12/c1-14-9-20-22(26(36)30(7,42-18(5)34)28(40-16(3)32)24(20)12-38-14)11-23-21-10-15(2)39-13-25(21)29(41-17(4)33)31(8,27(23)37)43-19(6)35/h9-10,12-13,28-29H,11H2,1-8H3/t28-,29-,30-,31-/m0/s1
Canonical SMILES:  CC(=O)O[C@]1(C)[C@@H](OC(=O)C)C2=COC(=CC2=C(C1=O)CC1=C2C=C(C)OC=C2[C@@H]([C@@](C1=O)(C)OC(=O)C)OC(=O)C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO501 Mycoleptodiscus indicus Species Magnaporthaceae Eukaryota PMID[24387625]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 42000 nM 11141096
NPT399 Cell Line SF-295 Homo sapiens IC50 > 42000 nM 10.6019/CHEMBL1201861
NPT306 Cell Line PC-3 Homo sapiens IC50 = 33300 nM 26123643
NPT400 Cell Line MDA-MB-435 Homo sapiens IC50 > 42000 nM 9213587
NPT2 Others Unspecified IC50 > 42000 nM 24901800
NPT116 Cell Line HL-60 Homo sapiens IC50 > 42000 nM 21159516

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC471699 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.8485 Intermediate Similarity NPC471694
0.8283 Intermediate Similarity NPC471698
0.8265 Intermediate Similarity NPC248193
0.8163 Intermediate Similarity NPC166110
0.8144 Intermediate Similarity NPC95364
0.8144 Intermediate Similarity NPC142159
0.8077 Intermediate Similarity NPC25666
0.8077 Intermediate Similarity NPC271059
0.798 Intermediate Similarity NPC193396
0.798 Intermediate Similarity NPC32944
0.7921 Intermediate Similarity NPC31021
0.785 Intermediate Similarity NPC469853
0.7778 Intermediate Similarity NPC280833
0.767 Intermediate Similarity NPC318082
0.7593 Intermediate Similarity NPC469852
0.7551 Intermediate Similarity NPC281172
0.7547 Intermediate Similarity NPC469851
0.7451 Intermediate Similarity NPC32552
0.7391 Intermediate Similarity NPC243298
0.7339 Intermediate Similarity NPC272528
0.7315 Intermediate Similarity NPC80781
0.73 Intermediate Similarity NPC472009
0.73 Intermediate Similarity NPC291712
0.73 Intermediate Similarity NPC203795
0.7281 Intermediate Similarity NPC326264
0.7281 Intermediate Similarity NPC321496
0.7265 Intermediate Similarity NPC245320
0.7248 Intermediate Similarity NPC297281
0.7248 Intermediate Similarity NPC473144
0.7238 Intermediate Similarity NPC127197
0.7228 Intermediate Similarity NPC472007
0.7207 Intermediate Similarity NPC133422
0.7203 Intermediate Similarity NPC31641
0.7203 Intermediate Similarity NPC473145
0.7196 Intermediate Similarity NPC264378
0.7184 Intermediate Similarity NPC469372
0.7157 Intermediate Similarity NPC472008
0.7143 Intermediate Similarity NPC143210
0.7143 Intermediate Similarity NPC264819
0.7143 Intermediate Similarity NPC38830
0.713 Intermediate Similarity NPC159333
0.7129 Intermediate Similarity NPC279859
0.7129 Intermediate Similarity NPC38576
0.7113 Intermediate Similarity NPC471740
0.7091 Intermediate Similarity NPC320294
0.708 Intermediate Similarity NPC23497
0.7075 Intermediate Similarity NPC12727
0.7071 Intermediate Similarity NPC471326
0.7071 Intermediate Similarity NPC221231
0.7064 Intermediate Similarity NPC194028
0.7064 Intermediate Similarity NPC168319
0.7059 Intermediate Similarity NPC476815
0.7054 Intermediate Similarity NPC474716
0.7054 Intermediate Similarity NPC266514
0.7048 Intermediate Similarity NPC29798
0.7048 Intermediate Similarity NPC271652
0.7048 Intermediate Similarity NPC282644
0.7043 Intermediate Similarity NPC193948
0.7043 Intermediate Similarity NPC317687
0.704 Intermediate Similarity NPC476193
0.7037 Intermediate Similarity NPC35717
0.7034 Intermediate Similarity NPC315974
0.7027 Intermediate Similarity NPC213366
0.7025 Intermediate Similarity NPC18945
0.7025 Intermediate Similarity NPC91693
0.7025 Intermediate Similarity NPC265557
0.7025 Intermediate Similarity NPC105926
0.7019 Intermediate Similarity NPC469595
0.7019 Intermediate Similarity NPC253177
0.7019 Intermediate Similarity NPC224270
0.7019 Intermediate Similarity NPC213636
0.7019 Intermediate Similarity NPC280592
0.7019 Intermediate Similarity NPC212679
0.7019 Intermediate Similarity NPC220454
0.7018 Intermediate Similarity NPC29133
0.7018 Intermediate Similarity NPC89408
0.7 Intermediate Similarity NPC39996
0.7 Intermediate Similarity NPC288281
0.6992 Remote Similarity NPC476008
0.6991 Remote Similarity NPC473482
0.6991 Remote Similarity NPC318363
0.6991 Remote Similarity NPC327106
0.6991 Remote Similarity NPC475418
0.699 Remote Similarity NPC478261
0.699 Remote Similarity NPC478259
0.699 Remote Similarity NPC478260
0.6983 Remote Similarity NPC471204
0.6983 Remote Similarity NPC472929
0.6981 Remote Similarity NPC84893
0.6981 Remote Similarity NPC470697
0.6972 Remote Similarity NPC215253
0.6972 Remote Similarity NPC185253
0.697 Remote Similarity NPC286229
0.6967 Remote Similarity NPC476729
0.6967 Remote Similarity NPC24651
0.6964 Remote Similarity NPC292588
0.6961 Remote Similarity NPC220478
0.6957 Remote Similarity NPC474315
0.6957 Remote Similarity NPC470961
0.6957 Remote Similarity NPC324683
0.6957 Remote Similarity NPC317107
0.6952 Remote Similarity NPC471329
0.6952 Remote Similarity NPC296114
0.6944 Remote Similarity NPC134083
0.6944 Remote Similarity NPC478233
0.6944 Remote Similarity NPC20066
0.6944 Remote Similarity NPC216904
0.6944 Remote Similarity NPC239895
0.6942 Remote Similarity NPC312833
0.6939 Remote Similarity NPC158565
0.6937 Remote Similarity NPC104161
0.6937 Remote Similarity NPC118902
0.6937 Remote Similarity NPC179208
0.6937 Remote Similarity NPC469980
0.6931 Remote Similarity NPC474359
0.693 Remote Similarity NPC475065
0.6923 Remote Similarity NPC247069
0.6923 Remote Similarity NPC284561
0.6916 Remote Similarity NPC295347
0.6916 Remote Similarity NPC777
0.6916 Remote Similarity NPC227494
0.6911 Remote Similarity NPC477745
0.6909 Remote Similarity NPC244456
0.6909 Remote Similarity NPC469657
0.6907 Remote Similarity NPC471225
0.6903 Remote Similarity NPC330011
0.6903 Remote Similarity NPC329048
0.69 Remote Similarity NPC10080
0.69 Remote Similarity NPC475690
0.69 Remote Similarity NPC123908
0.6897 Remote Similarity NPC191620
0.6897 Remote Similarity NPC66108
0.6893 Remote Similarity NPC471739
0.6891 Remote Similarity NPC186525
0.6887 Remote Similarity NPC476598
0.6887 Remote Similarity NPC263780
0.6887 Remote Similarity NPC165383
0.6887 Remote Similarity NPC476597
0.6885 Remote Similarity NPC120724
0.6885 Remote Similarity NPC67251
0.6881 Remote Similarity NPC161855
0.6881 Remote Similarity NPC306908
0.6881 Remote Similarity NPC275439
0.6881 Remote Similarity NPC166770
0.6881 Remote Similarity NPC112753
0.6875 Remote Similarity NPC472756
0.6875 Remote Similarity NPC40170
0.687 Remote Similarity NPC473627
0.687 Remote Similarity NPC472508
0.6864 Remote Similarity NPC477509
0.6864 Remote Similarity NPC270478
0.6864 Remote Similarity NPC64318
0.6863 Remote Similarity NPC133652
0.6863 Remote Similarity NPC90287
0.6863 Remote Similarity NPC471060
0.6857 Remote Similarity NPC113393
0.6857 Remote Similarity NPC223093
0.6857 Remote Similarity NPC471818
0.6857 Remote Similarity NPC265856
0.6857 Remote Similarity NPC477684
0.6857 Remote Similarity NPC131864
0.6852 Remote Similarity NPC269492
0.6842 Remote Similarity NPC473807
0.6842 Remote Similarity NPC472507
0.6842 Remote Similarity NPC322903
0.6842 Remote Similarity NPC151393
0.6833 Remote Similarity NPC475520
0.6833 Remote Similarity NPC472933
0.6832 Remote Similarity NPC222358
0.6832 Remote Similarity NPC16488
0.6829 Remote Similarity NPC470922
0.6827 Remote Similarity NPC53454
0.6827 Remote Similarity NPC472302
0.6822 Remote Similarity NPC477241
0.6822 Remote Similarity NPC476596
0.6818 Remote Similarity NPC104861
0.6818 Remote Similarity NPC474012
0.6818 Remote Similarity NPC469551
0.6818 Remote Similarity NPC54705
0.6818 Remote Similarity NPC476299
0.6814 Remote Similarity NPC477125
0.6814 Remote Similarity NPC189863
0.6814 Remote Similarity NPC266570
0.6814 Remote Similarity NPC478052
0.681 Remote Similarity NPC34315
0.6807 Remote Similarity NPC470493
0.6807 Remote Similarity NPC140055
0.6807 Remote Similarity NPC312824
0.6807 Remote Similarity NPC472927
0.6807 Remote Similarity NPC470492
0.6807 Remote Similarity NPC472934
0.6807 Remote Similarity NPC286528
0.6807 Remote Similarity NPC167606
0.6807 Remote Similarity NPC243065
0.6807 Remote Similarity NPC20302
0.6807 Remote Similarity NPC183580
0.68 Remote Similarity NPC477712
0.68 Remote Similarity NPC477713
0.6796 Remote Similarity NPC316426
0.6796 Remote Similarity NPC315395

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC471699 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.6807 Remote Similarity NPD7115 Discovery
0.6792 Remote Similarity NPD6050 Approved
0.6698 Remote Similarity NPD5692 Phase 3
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD6672 Approved
0.6636 Remote Similarity NPD5694 Approved
0.6636 Remote Similarity NPD5693 Phase 1
0.6604 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6604 Remote Similarity NPD6101 Approved
0.6604 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6566 Remote Similarity NPD4756 Discovery
0.6514 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6514 Remote Similarity NPD7748 Approved
0.6514 Remote Similarity NPD7900 Approved
0.6481 Remote Similarity NPD6411 Approved
0.6471 Remote Similarity NPD8297 Approved
0.6455 Remote Similarity NPD5695 Phase 3
0.6452 Remote Similarity NPD8513 Phase 3
0.6449 Remote Similarity NPD6904 Approved
0.6449 Remote Similarity NPD6080 Approved
0.6449 Remote Similarity NPD6673 Approved
0.6429 Remote Similarity NPD5696 Approved
0.6422 Remote Similarity NPD5779 Approved
0.6422 Remote Similarity NPD5778 Approved
0.6389 Remote Similarity NPD6698 Approved
0.6389 Remote Similarity NPD46 Approved
0.6385 Remote Similarity NPD7260 Phase 2
0.6379 Remote Similarity NPD7128 Approved
0.6379 Remote Similarity NPD5739 Approved
0.6379 Remote Similarity NPD6402 Approved
0.6379 Remote Similarity NPD6675 Approved
0.6373 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6364 Remote Similarity NPD8039 Approved
0.6356 Remote Similarity NPD6373 Approved
0.6356 Remote Similarity NPD6372 Approved
0.6355 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6339 Remote Similarity NPD7902 Approved
0.6339 Remote Similarity NPD6083 Phase 2
0.6339 Remote Similarity NPD6084 Phase 2
0.6333 Remote Similarity NPD6053 Discontinued
0.633 Remote Similarity NPD7515 Phase 2
0.6321 Remote Similarity NPD7521 Approved
0.6321 Remote Similarity NPD5330 Approved
0.6321 Remote Similarity NPD7334 Approved
0.6321 Remote Similarity NPD7146 Approved
0.6321 Remote Similarity NPD6409 Approved
0.6321 Remote Similarity NPD6684 Approved
0.632 Remote Similarity NPD8515 Approved
0.632 Remote Similarity NPD8517 Approved
0.632 Remote Similarity NPD8516 Approved
0.6306 Remote Similarity NPD5654 Approved
0.6271 Remote Similarity NPD7320 Approved
0.6271 Remote Similarity NPD6881 Approved
0.6271 Remote Similarity NPD6899 Approved
0.6262 Remote Similarity NPD3573 Approved
0.625 Remote Similarity NPD6650 Approved
0.625 Remote Similarity NPD6649 Approved
0.624 Remote Similarity NPD6319 Approved
0.6226 Remote Similarity NPD1694 Approved
0.622 Remote Similarity NPD8328 Phase 3
0.6211 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6903 Approved
0.6198 Remote Similarity NPD6882 Approved
0.6195 Remote Similarity NPD5959 Approved
0.6186 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5697 Approved
0.6186 Remote Similarity NPD5701 Approved
0.6182 Remote Similarity NPD7983 Approved
0.6168 Remote Similarity NPD6098 Approved
0.6167 Remote Similarity NPD7290 Approved
0.6167 Remote Similarity NPD7102 Approved
0.6167 Remote Similarity NPD2067 Discontinued
0.6167 Remote Similarity NPD6883 Approved
0.614 Remote Similarity NPD8029 Clinical (unspecified phase)
0.614 Remote Similarity NPD4225 Approved
0.6134 Remote Similarity NPD6011 Approved
0.6126 Remote Similarity NPD6399 Phase 3
0.6116 Remote Similarity NPD6847 Approved
0.6116 Remote Similarity NPD6869 Approved
0.6116 Remote Similarity NPD6617 Approved
0.6116 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6116 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6116 Remote Similarity NPD8130 Phase 1
0.6095 Remote Similarity NPD5209 Approved
0.6095 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6091 Remote Similarity NPD5207 Approved
0.609 Remote Similarity NPD6845 Suspended
0.6083 Remote Similarity NPD6012 Approved
0.6083 Remote Similarity NPD6013 Approved
0.6083 Remote Similarity NPD6014 Approved
0.605 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6047 Remote Similarity NPD7492 Approved
0.6031 Remote Similarity NPD7736 Approved
0.6019 Remote Similarity NPD5279 Phase 3
0.6018 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6 Remote Similarity NPD7638 Approved
0.6 Remote Similarity NPD6616 Approved
0.6 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5984 Remote Similarity NPD6059 Approved
0.5984 Remote Similarity NPD6054 Approved
0.5966 Remote Similarity NPD6008 Approved
0.5965 Remote Similarity NPD7732 Phase 3
0.5954 Remote Similarity NPD8074 Phase 3
0.5954 Remote Similarity NPD7078 Approved
0.5954 Remote Similarity NPD8293 Discontinued
0.5948 Remote Similarity NPD7639 Approved
0.5948 Remote Similarity NPD7640 Approved
0.5946 Remote Similarity NPD7838 Discovery
0.5946 Remote Similarity NPD5785 Approved
0.5938 Remote Similarity NPD7503 Approved
0.5938 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5929 Remote Similarity NPD5282 Discontinued
0.5926 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5917 Remote Similarity NPD6614 Approved
0.5905 Remote Similarity NPD4695 Discontinued
0.5902 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5893 Remote Similarity NPD5284 Approved
0.5893 Remote Similarity NPD5281 Approved
0.5891 Remote Similarity NPD6370 Approved
0.5888 Remote Similarity NPD7154 Phase 3
0.5887 Remote Similarity NPD4632 Approved
0.5876 Remote Similarity NPD3704 Approved
0.5873 Remote Similarity NPD6009 Approved
0.5873 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5872 Remote Similarity NPD4694 Approved
0.5872 Remote Similarity NPD5280 Approved
0.5868 Remote Similarity NPD6686 Approved
0.5865 Remote Similarity NPD7319 Approved
0.5859 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5849 Remote Similarity NPD5369 Approved
0.5846 Remote Similarity NPD7604 Phase 2
0.5827 Remote Similarity NPD6335 Approved
0.5826 Remote Similarity NPD7839 Suspended
0.582 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5814 Remote Similarity NPD5983 Phase 2
0.5814 Remote Similarity NPD6015 Approved
0.5814 Remote Similarity NPD6016 Approved
0.5812 Remote Similarity NPD6648 Approved
0.5794 Remote Similarity NPD6274 Approved
0.5794 Remote Similarity NPD6868 Approved
0.5781 Remote Similarity NPD7100 Approved
0.5781 Remote Similarity NPD7101 Approved
0.578 Remote Similarity NPD1696 Phase 3
0.578 Remote Similarity NPD5363 Approved
0.5776 Remote Similarity NPD4755 Approved
0.5772 Remote Similarity NPD6371 Approved
0.5769 Remote Similarity NPD5988 Approved
0.5766 Remote Similarity NPD5208 Approved
0.5758 Remote Similarity NPD7507 Approved
0.5758 Remote Similarity NPD6336 Discontinued
0.5748 Remote Similarity NPD6317 Approved
0.5741 Remote Similarity NPD6110 Phase 1
0.5739 Remote Similarity NPD4629 Approved
0.5739 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5739 Remote Similarity NPD5210 Approved
0.5727 Remote Similarity NPD3618 Phase 1
0.5714 Remote Similarity NPD5328 Approved
0.5714 Remote Similarity NPD7331 Phase 2
0.5714 Remote Similarity NPD6051 Approved
0.5714 Remote Similarity NPD5211 Phase 2
0.5714 Remote Similarity NPD4753 Phase 2
0.5703 Remote Similarity NPD6314 Approved
0.5703 Remote Similarity NPD6313 Approved
0.5692 Remote Similarity NPD6909 Approved
0.5692 Remote Similarity NPD6908 Approved
0.5691 Remote Similarity NPD8132 Clinical (unspecified phase)
0.569 Remote Similarity NPD7614 Phase 1
0.569 Remote Similarity NPD5221 Approved
0.569 Remote Similarity NPD4697 Phase 3
0.569 Remote Similarity NPD5222 Approved
0.569 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5688 Remote Similarity NPD4786 Approved
0.5688 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5688 Remote Similarity NPD3668 Phase 3
0.5678 Remote Similarity NPD5285 Approved
0.5678 Remote Similarity NPD4700 Approved
0.5678 Remote Similarity NPD5286 Approved
0.5678 Remote Similarity NPD4696 Approved
0.5672 Remote Similarity NPD6033 Approved
0.5656 Remote Similarity NPD6412 Phase 2
0.5652 Remote Similarity NPD6001 Approved
0.5648 Remote Similarity NPD4269 Approved
0.5648 Remote Similarity NPD3667 Approved
0.5648 Remote Similarity NPD4270 Approved
0.5645 Remote Similarity NPD4634 Approved
0.5641 Remote Similarity NPD5173 Approved
0.5636 Remote Similarity NPD5329 Approved
0.5631 Remote Similarity NPD5733 Approved
0.563 Remote Similarity NPD5223 Approved
0.5625 Remote Similarity NPD7500 Approved
0.562 Remote Similarity NPD5141 Approved
0.5614 Remote Similarity NPD6079 Approved
0.56 Remote Similarity NPD7116 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   76321120
ChEMBL   CHEMBL3104960
ZINC  

Physicochemical Properties

Molecular Weight:  596.19
ALogP:  0.0806
MLogP:  3.55
XLogP:  1.053
# Rotatable Bonds:  18
Polar Surface Area:  157.8
# H-Bond Aceptor:  12
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  43

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs